title: Photoswitchable DNA-binding properties of a photochromic spirooxazine derivative.
abstract: An N-methylphenanthrolinium-annelated spirooxazine derivative 2(SO) whose DNA-intercalating properties are reversibly changed by a photochromic reaction was prepared. Upon irradiation at 350 nm the spirooxazine is transformed to the corresponding photomerocyanine 2(PM) that binds to DNA. After irradiation with visible light the spirooxazine 2(SO), which exhibits no significant DNA-binding properties, is regained. The association of 2(PM) with DNA was examined by CD and absorption spectroscopy, fluorescent intercalator displacement and viscometric titration.
authors.affiliation: Organic Chemistry II, University of Siegen, Adolf-Reichwein-Str. 2, 57068, Siegen, Germany. ihmels@chemie.uni-siegen.de
authors.forename: Heiko
authors.initials: H
authors.lastname: Ihmels
authors.forename: Jochen
authors.initials: J
authors.lastname: Mattay
authors.forename: Florian
authors.initials: F
authors.lastname: May
authors.forename: Laura
authors.initials: L
authors.lastname: Thomas
mesh_terms: D001665:Binding Sites; D002942:Circular Dichroism; D004247:DNA / Q000737:chemistry*; D008027:Light; D015394:Molecular Structure; D010078:Oxazines / Q000737:chemistry*; D013141:Spiro Compounds / Q000737:chemistry*
chemical_list: D010078:Oxazines; D013141:Spiro Compounds; D004247:DNA